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Wiltshire Holiday Rentals

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Our top choices for Wiltshire holiday rentals

Rose Hall

Rose Hall
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Great house and wonderful caretaker! Wish we had more time there!"
United States
Deborah
Rose Hall

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Camille and the rest of the team were amazing! They definitely made it an unforgettable experience! Thank you so much"
United States
Adrian Ruiz
The price is AU$220
includes taxes & fees
18 June - 19 June
Serenitys Hideaway Montego Bay

Half Hill All

Half Hill All
3.5 star property
Montego Bay
The price is AU$1,098
includes taxes & fees
17 June - 18 June
Half Hill All

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is AU$184
includes taxes & fees
12 June - 13 June
Bev Rosevilla

Hospitality Expert CB2

Hospitality Expert CB2
3.5 star property
Montego Bay
8.2 out of 10, Very good, (13 reviews)
"Easy to access location. Also loved having laundry facilities available and secured parking."
United States
Sedrick
The price is AU$315
includes taxes & fees
27 June - 28 June
Hospitality Expert CB2

Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is AU$160
includes taxes & fees
12 June - 13 June
Short and longTerm ,Vacational rental home.

Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
The price is AU$348
includes taxes & fees
17 June - 18 June
Half Hill 1BR

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is AU$115
includes taxes & fees
19 June - 20 June
Firefly cottage with Ocean view

Villa Solstice Luxury 4 Bedroom

Villa Solstice Luxury 4 Bedroom
3.5 star property
Montego Bay
The price is AU$1,979
includes taxes & fees
26 June - 27 June
Villa Solstice Luxury 4 Bedroom

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (29 reviews)
"Clean room, serene space and setting, and ideal location."
United States
Remone
The price is AU$105
includes taxes & fees
25 June - 26 June
Montego Bay Ironshore Luxury Studios

Charming 2-bedroom house with AC in Montego Bay, Rhyne Park just ocean views, go

Charming 2-bedroom house with AC in Montego Bay, Rhyne Park just ocean views, go
Rhyne Park Village
The price is AU$330
includes taxes & fees
12 June - 13 June
Charming 2-bedroom house with AC in Montego Bay, Rhyne Park just ocean views, go

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is AU$117
includes taxes & fees
27 June - 28 June
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Eden Luxe 1

Eden Luxe 1
2.5 star property
Montego Bay
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful. Staff was friendly and helpful with the check in process. Will be planning another visit in the near future."
United States
Kelleia
The price is AU$777
includes taxes & fees
16 June - 17 June
Eden Luxe 1

Villa Nilaja

Villa Nilaja
5.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
"I booked a destination for my 21 year old daughter birthday and she had aworry free amazing time. The host setup everything my daughter wanted to do flawlessly! The private chef was exceptional with Jamaican and American cuisine! The driver was always out front and on time! Can't wait for the next visit!"
United States
Nakish
The price is AU$1,783
includes taxes & fees
26 June - 27 June
Villa Nilaja

Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
2.0 out of 10, (1 review)
"The room was very clean, however the rooms are located in a very local shopping mall with lots of loitering outside, very noisy, no windows so felt claustrophobic. The outside was dirty , crowded and noisy I did not feel safe enough to stay there so I left."
United States
chevone
The price is AU$151
includes taxes & fees
14 June - 15 June
Sky Beach Rooms

NEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi

NEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi
Rose Hall
8.0 out of 10, Very good, (4 reviews)
"We wanted to stay somewhere nice and quiet. It was exactly what we needed. "
Canada
Concetta B.
The price is AU$333
includes taxes & fees
15 June - 16 June
NEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi

Hospitality Expert SF

Hospitality Expert SF
3.5 star property
Montego Bay
8.4 out of 10, Very good, (6 reviews)
"The property was beautiful and offered great views and even had a small private pool. The space was welcoming and large, perfect for a small family! We do recommend the resort, especially during hot months, to have the AC units serviced appropriately as there aren’t many close dining options so most meals are prepared in the home, and no AC in the kitchen was miserably hot. We did have a difficult time after check in to get in touch with the resort to arrange transportation in a timely manner....
United States
William
The price is AU$590
includes taxes & fees
29 June - 30 June
Hospitality Expert SF

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is AU$736
includes taxes & fees
13 June - 14 June
Casia Villa

The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is AU$103
includes taxes & fees
17 June - 18 June
The Artist cabin is a mountain cabin overlooking the sea and coastline

Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
The price is AU$380
includes taxes & fees
14 June - 15 June
Hospitality Expert CP
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wiltshire Hotel Reviews

Find out more about Wiltshire

Everything you need to know about Wiltshire holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wiltshire holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wiltshire holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wiltshire holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wiltshire. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wiltshire holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wiltshire holiday rentals we have selected for you start as low as AU$105 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wiltshire rentals

At Expedia, we put the best Wiltshire holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wiltshire rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wiltshire holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wiltshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Wiltshire?

Yes, there are holiday rentals close to the most popular sights in Wiltshire, or you can select a more secluded option if you're looking for a relaxing stay. Wiltshire is known for its beaches and sporting events. Make sure you have time to check out the shopping and restaurants during your trip.

What are some of the best holiday rentals that Wiltshire has to offer?

Bev Rosevilla: This holiday home rental outside of Wiltshire offers a terrace, a private garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Wiltshire?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at Freeport Peninsula. In the wider area, you’ll find Montego Bay Cruise Ship Terminal and Saint James Parish Church.

What’s a holiday rental in Wiltshire like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wiltshire. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.